2-chloro-N-(2,3-dimethylbenzofuran-4-yl)nicotinamide

ID: ALA2286822

PubChem CID: 76320112

Max Phase: Preclinical

Molecular Formula: C16H13ClN2O2

Molecular Weight: 300.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1oc2cccc(NC(=O)c3cccnc3Cl)c2c1C

Standard InChI:  InChI=1S/C16H13ClN2O2/c1-9-10(2)21-13-7-3-6-12(14(9)13)19-16(20)11-5-4-8-18-15(11)17/h3-8H,1-2H3,(H,19,20)

Standard InChI Key:  CXWUBLVLBMCKTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   24.5184  -18.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5173  -19.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2253  -19.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9350  -19.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9322  -18.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2236  -17.8830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6383  -17.8770    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.6434  -19.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6446  -20.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3504  -19.1087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0588  -19.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0554  -20.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7629  -20.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4710  -20.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7590  -19.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4659  -19.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0644  -18.9552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7274  -18.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9207  -18.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3684  -17.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1295  -17.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 11  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 19 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286822

   2-chloro-N-(2,3-dimethyl-1-benzofuran-4-yl)pyridine-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 300.75

Molecular Weight (Monoisotopic): 300.0666

AlogP: 4.35

#Rotatable Bonds: 2

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.88

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -1.38

References

1. ODA M, SASAKI N, SAKAKI T, NONAKA N, YAMAGISHI K, TOMITA H.  (1992)  Structure-Activity Relationships of 2-Chloropyridine-3-carboxamide Fungicides,  17  (2): [10.1584/jpestics.17.2_91]

Source

Source(1):

• Scientific Literature